TY - JOUR
T1 - Effect of Fluorination of 2,1,3-Benzothiadiazole
AU - Nielsen, Christian B.
AU - White, Andrew J.P.
AU - McCulloch, Iain
N1 - Publisher Copyright:
© 2015 American Chemical Society.
PY - 2015/5/15
Y1 - 2015/5/15
N2 - The 4,7-dithieno-2,1,3-benzothiadiazole (DTBT) moiety and its fluorinated counterpart are important π-conjugated building blocks in the field of organic electronics. Here we present a combined experimental and theoretical investigation into fundamental properties relating to these two molecular entities and discuss the potential impact on extended π-conjugated materials and their electronic properties. While the fluorinated derivative, in the solid state, packs with a cofacial overlap smaller than that of DTBT, we report experimental evidence of stronger optical absorption as well as stronger intra- and intermolecular contacts upon fluorination. (Chemical Presented).
AB - The 4,7-dithieno-2,1,3-benzothiadiazole (DTBT) moiety and its fluorinated counterpart are important π-conjugated building blocks in the field of organic electronics. Here we present a combined experimental and theoretical investigation into fundamental properties relating to these two molecular entities and discuss the potential impact on extended π-conjugated materials and their electronic properties. While the fluorinated derivative, in the solid state, packs with a cofacial overlap smaller than that of DTBT, we report experimental evidence of stronger optical absorption as well as stronger intra- and intermolecular contacts upon fluorination. (Chemical Presented).
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U2 - 10.1021/acs.joc.5b00430
DO - 10.1021/acs.joc.5b00430
M3 - Article
C2 - 25901908
AN - SCOPUS:84929590443
SN - 0022-3263
VL - 80
SP - 5045
EP - 5048
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 10
ER -